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WO2012098521A8 - Metal complexes of salan-type ligands and uses thereof as catalysts for polymerization of alpha-olefins - Google Patents

Metal complexes of salan-type ligands and uses thereof as catalysts for polymerization of alpha-olefins Download PDF

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Publication number
WO2012098521A8
WO2012098521A8 PCT/IB2012/050267 IB2012050267W WO2012098521A8 WO 2012098521 A8 WO2012098521 A8 WO 2012098521A8 IB 2012050267 W IB2012050267 W IB 2012050267W WO 2012098521 A8 WO2012098521 A8 WO 2012098521A8
Authority
WO
WIPO (PCT)
Prior art keywords
salan
alpha
polymerization
olefins
catalysts
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/IB2012/050267
Other languages
French (fr)
Other versions
WO2012098521A1 (en
Inventor
Moshe Kol
Konstantin Press
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Ramot at Tel Aviv University Ltd
Original Assignee
Ramot at Tel Aviv University Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Ramot at Tel Aviv University Ltd filed Critical Ramot at Tel Aviv University Ltd
Priority to EP12706108.3A priority Critical patent/EP2665755A1/en
Priority to US13/980,920 priority patent/US9493587B2/en
Publication of WO2012098521A1 publication Critical patent/WO2012098521A1/en
Publication of WO2012098521A8 publication Critical patent/WO2012098521A8/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F4/00Polymerisation catalysts
    • C08F4/42Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors
    • C08F4/72Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from metals not provided for in group C08F4/44
    • C08F4/74Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from metals not provided for in group C08F4/44 selected from refractory metals
    • C08F4/76Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from metals not provided for in group C08F4/44 selected from refractory metals selected from titanium, zirconium, hafnium, vanadium, niobium or tantalum
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C215/00Compounds containing amino and hydroxy groups bound to the same carbon skeleton
    • C07C215/46Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton
    • C07C215/48Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains not further substituted by hydroxy groups
    • C07C215/50Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains not further substituted by hydroxy groups with amino groups and the six-membered aromatic ring, or the condensed ring system containing that ring, bound to the same carbon atom of the carbon chain
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J27/00Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
    • B01J27/24Nitrogen compounds
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F7/00Compounds containing elements of Groups 4 or 14 of the Periodic Table
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F7/00Compounds containing elements of Groups 4 or 14 of the Periodic Table
    • C07F7/003Compounds containing elements of Groups 4 or 14 of the Periodic Table without C-Metal linkages
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F10/00Homopolymers and copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2603/00Systems containing at least three condensed rings
    • C07C2603/56Ring systems containing bridged rings
    • C07C2603/58Ring systems containing bridged rings containing three rings
    • C07C2603/70Ring systems containing bridged rings containing three rings containing only six-membered rings
    • C07C2603/74Adamantanes
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F110/00Homopolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
    • C08F110/04Monomers containing three or four carbon atoms
    • C08F110/06Propene

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
  • Crystallography & Structural Chemistry (AREA)

Abstract

Use of homogeneous catalytic systems which include as a pre-catalyst a complex of a group 4 metal and a Salan ligand in the polymerization of alpha-olefins, is disclosed. The Salan ligand is characterized by a sequential diamino-containing skeleton unit which is non-symmetric, and the pre-catalysts can also be such that are devoid of a symmetry element. The disclosed polymerization results in alpha-olefin polymers such as polypropylene which are characterized by high levels of tacticity. Also disclosed are novel Salan ligands and novel complexes thereof with group 4 metals.
PCT/IB2012/050267 2011-01-20 2012-01-19 Metal complexes of salan-type ligands and uses thereof as catalysts for polymerization of alpha-olefins Ceased WO2012098521A1 (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
EP12706108.3A EP2665755A1 (en) 2011-01-20 2012-01-19 Metal complexes of salan-type ligands and uses thereof as catalysts for polymerization of alpha-olefins
US13/980,920 US9493587B2 (en) 2011-01-20 2012-01-19 Metal complexes of salan-type ligands and uses thereof as catalysts for polymerization of alpha-olefins

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US201161434449P 2011-01-20 2011-01-20
US61/434,449 2011-01-20

Publications (2)

Publication Number Publication Date
WO2012098521A1 WO2012098521A1 (en) 2012-07-26
WO2012098521A8 true WO2012098521A8 (en) 2012-09-20

Family

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Family Applications (1)

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PCT/IB2012/050267 Ceased WO2012098521A1 (en) 2011-01-20 2012-01-19 Metal complexes of salan-type ligands and uses thereof as catalysts for polymerization of alpha-olefins

Country Status (3)

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US (1) US9493587B2 (en)
EP (1) EP2665755A1 (en)
WO (1) WO2012098521A1 (en)

Families Citing this family (38)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2665755A1 (en) 2011-01-20 2013-11-27 Ramot at Tel Aviv University, Ltd. Metal complexes of salan-type ligands and uses thereof as catalysts for polymerization of alpha-olefins
WO2014022012A1 (en) * 2012-08-03 2014-02-06 Exxonmobil Chemical Patents Inc. Vinyl terminated polyethylene with long chain branching
WO2014022011A1 (en) * 2012-08-03 2014-02-06 Exxonmobil Chemical Patents Inc. Halogenated catalysts comprising salan ligands
EP2882810B1 (en) 2012-08-03 2018-01-17 ExxonMobil Chemical Patents Inc. Catalysts comprising salan ligands
EP2880006B1 (en) 2012-08-03 2017-12-20 ExxonMobil Chemical Patents Inc. Non-symmetric catalysts comprising salan ligands
US9382349B2 (en) 2012-08-03 2016-07-05 Exxonmobil Chemical Patents Inc. Polyalphaolefins prepared using modified Salan catalyst compounds
US9365661B2 (en) * 2012-08-03 2016-06-14 Exxonmobil Chemical Patents Inc. Polyalphaolefins prepared using modified salan catalyst compounds
CN104428324B (en) * 2012-11-02 2018-08-17 埃克森美孚化学专利公司 Support type Salan catalyst
JP6106442B2 (en) * 2013-01-25 2017-03-29 出光興産株式会社 Propylene polymer production method
US8937137B2 (en) 2013-03-13 2015-01-20 Exxonmobil Chemical Patents Inc. Diphenylamine salan catalyst
WO2014204681A1 (en) 2013-06-20 2014-12-24 Exxonmobil Chemical Patents Inc. Long-bridged salen catalyst
US9150676B2 (en) 2013-06-20 2015-10-06 Exxonmobil Chemical Patents Inc. Thio-salalen catalyst
CN105992774B (en) 2013-06-20 2018-08-24 埃克森美孚化学专利公司 Salenol catalyst
US9290589B2 (en) * 2013-12-13 2016-03-22 Exxonmobil Chemical Patents Inc. Cyclopentadienyl-substituted salan catalysts
EP3126325B1 (en) 2014-03-31 2019-04-24 ExxonMobil Chemical Patents Inc. Phenylene-bridged salalen catalysts
WO2016153682A1 (en) 2015-03-24 2016-09-29 Exxonmobil Chemical Patents Inc. Bisphenolate transition metal complexes, production and use thereof
US9745327B2 (en) 2015-03-24 2017-08-29 Exxonmobil Chemical Patents Inc. Bisphenolate transition metal complexes, production and use thereof
US10618988B2 (en) 2015-08-31 2020-04-14 Exxonmobil Chemical Patents Inc. Branched propylene polymers produced via use of vinyl transfer agents and processes for production thereof
WO2017039994A1 (en) 2015-08-31 2017-03-09 Exxonmobil Chemical Patents Inc. Aluminum alkyls with pendant olefins on clays
EP3344665A4 (en) 2015-08-31 2019-08-14 ExxonMobil Chemical Patents Inc. Aluminum alkyls with pendant olefins for polyolefin reactions
US9982067B2 (en) 2015-09-24 2018-05-29 Exxonmobil Chemical Patents Inc. Polymerization process using pyridyldiamido compounds supported on organoaluminum treated layered silicate supports
US9982076B2 (en) 2015-10-02 2018-05-29 Exxonmobil Chemical Patents Inc. Supported bis phenolate transition metals complexes, production and use thereof
US9994657B2 (en) 2015-10-02 2018-06-12 Exxonmobil Chemical Patents Inc. Polymerization process using bis phenolate compounds supported on organoaluminum treated layered silicate supports
US10000593B2 (en) 2015-10-02 2018-06-19 Exxonmobil Chemical Patents Inc. Supported Salan catalysts
US10414887B2 (en) 2015-10-02 2019-09-17 Exxonmobil Chemical Patents Inc. Supported catalyst systems and methods of using same
US9994658B2 (en) 2015-10-02 2018-06-12 Exxonmobil Chemical Patents Inc. Polymerization process using bis phenolate compounds supported on organoaluminum treated layered silicate supports
US9975973B2 (en) 2015-10-02 2018-05-22 Exxonmobil Chemical Patents Inc. Asymmetric fluorenyl-substituted salan catalysts
EP3356038A4 (en) * 2015-10-02 2018-11-14 ExxonMobil Chemical Patents Inc. Asymmetric fluorenyl-substituted salan catalysts
EP3433289A4 (en) * 2016-03-23 2019-12-18 ExxonMobil Chemical Patents Inc. HIGH-DENSITY POLYETHYLENE COMBINED SEQUENCES AND METHODS OF MAKING SAME
US10562987B2 (en) 2016-06-30 2020-02-18 Exxonmobil Chemical Patents Inc. Polymers produced via use of quinolinyldiamido transition metal complexes and vinyl transfer agents
WO2018022279A1 (en) 2016-07-29 2018-02-01 Exxonmobil Chemical Patents Inc. Phenolate transition metal complexes, production and use thereof
US10221260B2 (en) 2016-07-29 2019-03-05 Exxonmobil Chemical Patents Inc. Phenolate transition metal complexes, production and use thereof
US10626200B2 (en) 2017-02-28 2020-04-21 Exxonmobil Chemical Patents Inc. Branched EPDM polymers produced via use of vinyl transfer agents and processes for production thereof
WO2018160278A1 (en) 2017-03-01 2018-09-07 Exxonmobil Chemical Patents Inc. Branched ethylene copolymers produced via use of vinyl transfer agents and processes for production thereof
US10611857B2 (en) 2017-08-02 2020-04-07 Exxonmobil Chemical Patents Inc. Bisphenolate transition metal complexes, production and use thereof
WO2019156968A1 (en) 2018-02-07 2019-08-15 Exxonmobil Chemical Patents Inc. Supported catalysts systems and polymerization processes for using the same
US10927134B2 (en) * 2018-08-28 2021-02-23 Exxonmobil Chemical Patents Inc. Bridged phenolate transition metal complexes, production, and uses thereof
US11649256B2 (en) 2019-10-11 2023-05-16 Exxonmobil Chemical Patents Inc. Catalysts for olefin polymerization

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Publication number Priority date Publication date Assignee Title
DE69600892T2 (en) 1995-02-21 1999-04-01 Mitsubishi Chemical Corp., Tokio/Tokyo Catalysts for olefin polymerization and process for producing olefin polymers obtained therewith
JP2001518883A (en) 1997-04-03 2001-10-16 コロラド ステート ユニバーシティ リサーチ ファンデーション Polyhalogenated monoheteroborane anion composition
US6686490B1 (en) 2000-11-06 2004-02-03 Ramot University Authority For Applied Research & Industrial Development Ltd. Active non-metallocene pre-catalyst and method for tactic catalytic polymerization of alpha-olefin monomers
US7091292B2 (en) 2002-04-24 2006-08-15 Symyx Technologies, Inc. Bridged bi-aromatic catalysts, complexes, and methods of using the same
GB0209317D0 (en) 2002-04-24 2002-06-05 Bp Chem Int Ltd Polymerisation catalyst
JP2010537036A (en) 2007-08-31 2010-12-02 ステフティング ダッチ ポリマー インスティテュート Compatibilized polyolefin composition
WO2011158241A1 (en) 2010-06-18 2011-12-22 Ramot At Tel-Aviv University Ltd. Salalen ligands and organometallic complexes
EP2665755A1 (en) 2011-01-20 2013-11-27 Ramot at Tel Aviv University, Ltd. Metal complexes of salan-type ligands and uses thereof as catalysts for polymerization of alpha-olefins

Also Published As

Publication number Publication date
US9493587B2 (en) 2016-11-15
EP2665755A1 (en) 2013-11-27
WO2012098521A1 (en) 2012-07-26
US20130310529A1 (en) 2013-11-21

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